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Question

Which of following is most reactive towards nucleophilic substituting reaction

A
CH2=CHCl
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B
C6H5Cl
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C
CH3CH=CHCl
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D
ClCH2CH=CH2
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Solution

The correct option is D ClCH2CH=CH2
Allylic halides (CH2=CHCHCl ) are less stable than vinyl halides (CH2=CH2Cl ) which is less stable than benzyl halides, due to resonance stabilization.
The nucleophilic substitution in allylic halides is more than vinyl and benzyl halides because the halide group where the nucleophile is prone to attack is not directly attached to the double bonded carbon, there by the resonance interaction is less and can be easily substituted.

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